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Issue 8, 2011
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A facile, three-component domino protocol for the microwave-assisted synthesis of functionalized naphtho[2,3-b]furan-4,9-diones in water

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Abstract

A three-component domino reaction of 2-hydroxy-1,4-naphthoquinone, aromatic aldehydes and a pyridinium salt in the presence of ammonium acetate, under microwave irradiation and using water as solvent, furnished a library of novel 2-arylcarbonyl-3-aryl-4,9-dihydronaphtho[2,3-b]furan-4,9-diones in good yields, in a transformation that presumably proceeds via an α,β-unsaturated triketone generation/Michael addition/intramolecular cyclisation/air oxidation one-pot sequence.

Graphical abstract: A facile, three-component domino protocol for the microwave-assisted synthesis of functionalized naphtho[2,3-b]furan-4,9-diones in water

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Publication details

The article was received on 25 Dec 2010, accepted on 21 Apr 2011 and first published on 21 Jun 2011


Article type: Paper
DOI: 10.1039/C0GC00952K
Citation: Green Chem., 2011,13, 2123-2129
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    A facile, three-component domino protocol for the microwave-assisted synthesis of functionalized naphtho[2,3-b]furan-4,9-diones in water

    P. Prasanna, K. Balamurugan, S. Perumal and J. C. Menéndez, Green Chem., 2011, 13, 2123
    DOI: 10.1039/C0GC00952K

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